8 Day Tuscany Discovery and Horse Ride Retreat in Italy

Join a guided eight-day horse riding retreat in Castell'Azzara, in the quiet hills of southern Tuscany, Italy, for riders who want time in the saddle and a close look at the surrounding countryside. Each day you set out on trails that wind through old woodland, along valleys and streams, and up to open views over the land. The horses are calm and experienced, and local guides lead every ride, so riders of varying confidence can enjoy the landscape at a comfortable pace. Riding is the centre of the week, but it is not the only thing on the schedule. Between rides you visit the Etruscan town of Pitigliano, perched above its valley and full of history, and the thermal waters of San Casciano dei Bagni, where warm springs have drawn visitors for centuries. The region's wine and food are part of daily life here, not a show for visitors. Vineyards in the area produce the local wines you will taste at the table, and Tuscan traditions shape how meals are cooked and shared. You stay at a family-run agriturismo, a working farm that welcomes guests. Meals are homemade, the setting is peaceful, and evenings are spent in the simple rhythm of the countryside. This retreat suits anyone who wants to pair the freedom of horse riding with a real introduction to southern Tuscany, its landscapes, its towns, its flavours, and its lesser-known corners. It is a good fit for an eight-day break that moves between the saddle, the hills, and the table.